Book Cheap Hotels in The Berkshires
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Most frequently booked The Berkshires hotels
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free cancellation
Reserve now, pay when you stay
45.77 km from city centre
The price is CA $142 per night
CA $142
CA $174 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free cancellation
59.28 km from city centre
The price is CA $169 per night
CA $169
CA $189 total
Jan 27 - Jan 28, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MCLA Gallery 51 and North Adams Center are located nearby.
Pool
Hot tub
The Williams Inn
101 Spring Street Williamstown MA
60.53 km from city centre
The price is CA $262 per night
CA $262
CA $293 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Williams College Schow Science Library and Denison Park are located nearby.
Pet-friendly
Parking included
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free cancellation
32.47 km from city centre
The price is CA $127 per night
CA $127
CA $142 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
28.03 km from city centre
The price is CA $139 per night
CA $139
CA $155 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Guido's Marketplace and Bousquet Ski Area are located nearby.
Pool
Hot tub
The Red Lion Inn
30 Main Street Stockbridge MA
Free cancellation
Reserve now, pay when you stay
18.53 km from city centre
The price is CA $191 per night
CA $191
CA $275 total
Jan 14 - Jan 15, 2026
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Schantz Galleries and Mission House are located nearby.
Pool
Spa
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
28.87 km from city centre
The price is CA $135 per night
CA $135
CA $181 total
Jan 13 - Jan 14, 2026
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Guido's Marketplace and Herman Melville's Arrowhead are located nearby.
Pool
Hot tub
Berkshires Untold
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
26.43 km from city centre
The price is CA $173 per night
CA $173
CA $194 total
Jan 20 - Jan 21, 2026
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kennedy Park and Pleasant Valley Wilderness Sanctuary are located nearby.
Pet-friendly
Parking included
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free cancellation
15.68 km from city centre
The price is CA $165 per night
CA $165
CA $211 total
Jan 26 - Jan 27, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Berkshire Theatre Festival and Schantz Galleries are located nearby.
Pool
Air conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels in The Berkshires with star rating
Check The Berkshires hotel room prices by star rating
4 Star Hotels
12 properties
3 Star Hotels
110 properties
Top family friendly The Berkshires hotel deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is CA $142 per night from Jan 4 to Jan 5
CA $142
CA $174 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.6/10 Excellent! (2,182 reviews)
Top cheap The Berkshires hotel deals
Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd West Stockbridge MA
The price is CA $71 per night from Jan 9 to Jan 10
CA $71
CA $78 total
Jan 9 - Jan 10, 2026
includes taxes & fees
6.6/10 (1,002 reviews)
Top hotels in The Berkshires for Extended Stay
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Hancock MA
10/10 Exceptional! (4 reviews)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
The Berkshires hotels essential information
Accommodation | 1,085 hotels |
|---|---|
Lowest Price | CA $78 |
Highest Price | CA $293 |
Popular hotels | Vacation Village in the Berkshires, Hotel Downstreet, an Ascend Collection Hotel, The Williams Inn, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, The Red Lion Inn, Berkshire Mountain Lodge, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG |
Recent The Berkshires hotel reviews by fellow wanderers
The Yankee, Trademark Collection by Wyndham
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"The stay was wonderful! The hotel is VERY clean, comfortable, and the staff are so lovely! I really enjoyed staying here. You're treated like family (in a good way). It is well situated for restaurants and skiing. I will definitely return."
A verified traveller stayed at The Yankee, Trademark Collection by Wyndham
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